CN102971360B - 具有改进的光学和热性能的聚碳酸酯组合物 - Google Patents
具有改进的光学和热性能的聚碳酸酯组合物 Download PDFInfo
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- CN102971360B CN102971360B CN201180029108.8A CN201180029108A CN102971360B CN 102971360 B CN102971360 B CN 102971360B CN 201180029108 A CN201180029108 A CN 201180029108A CN 102971360 B CN102971360 B CN 102971360B
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- Prior art keywords
- merlon
- phenyl
- phenol
- bis
- alkyl
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- 239000000203 mixture Substances 0.000 title abstract description 31
- 229920000515 polycarbonate Polymers 0.000 title abstract description 15
- 239000004417 polycarbonate Substances 0.000 title abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 45
- 238000010276 construction Methods 0.000 claims abstract description 11
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 39
- 229930185605 Bisphenol Natural products 0.000 claims description 31
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 29
- 229910052717 sulfur Inorganic materials 0.000 claims description 24
- 239000011593 sulfur Substances 0.000 claims description 24
- 238000002360 preparation method Methods 0.000 claims description 16
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 8
- 239000005864 Sulphur Substances 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 238000005809 transesterification reaction Methods 0.000 claims description 4
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229940106691 bisphenol a Drugs 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- -1 diaryl cycloalkane Chemical class 0.000 abstract description 84
- 125000003118 aryl group Chemical group 0.000 abstract description 13
- 239000000654 additive Substances 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 abstract description 7
- 239000000975 dye Substances 0.000 abstract description 4
- 239000000945 filler Substances 0.000 abstract description 4
- 241000790917 Dioxys <bee> Species 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 description 74
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 26
- 239000002904 solvent Substances 0.000 description 23
- 239000003054 catalyst Substances 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 239000012074 organic phase Substances 0.000 description 14
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 13
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 12
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 12
- 125000000217 alkyl group Chemical group 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- 235000011121 sodium hydroxide Nutrition 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000001746 injection moulding Methods 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- 239000002585 base Substances 0.000 description 8
- 239000006085 branching agent Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 6
- 239000012964 benzotriazole Substances 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 239000000206 moulding compound Substances 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 239000001294 propane Substances 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 239000002250 absorbent Substances 0.000 description 5
- 230000002745 absorbent Effects 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 5
- 238000005086 pumping Methods 0.000 description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 4
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 4
- 125000005915 C6-C14 aryl group Chemical group 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000012670 alkaline solution Substances 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000006471 dimerization reaction Methods 0.000 description 4
- 150000007522 mineralic acids Chemical class 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 229920001651 Cyanoacrylate Polymers 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 230000029936 alkylation Effects 0.000 description 3
- 238000005804 alkylation reaction Methods 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 150000001565 benzotriazoles Chemical class 0.000 description 3
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 3
- 239000003426 co-catalyst Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000012760 heat stabilizer Substances 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 150000008301 phosphite esters Chemical class 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 150000003921 pyrrolotriazines Chemical class 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 229960004889 salicylic acid Drugs 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 2
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 description 2
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 2
- CAPNUXMLPONECZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-2-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=C(O)C(C(C)(C)C)=C1 CAPNUXMLPONECZ-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 2
- RQTDWDATSAVLOR-UHFFFAOYSA-N 4-[3,5-bis(4-hydroxyphenyl)phenyl]phenol Chemical compound C1=CC(O)=CC=C1C1=CC(C=2C=CC(O)=CC=2)=CC(C=2C=CC(O)=CC=2)=C1 RQTDWDATSAVLOR-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 125000001118 alkylidene group Chemical group 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- WUOIAOOSKMHJOV-UHFFFAOYSA-N ethyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(CC)C1=CC=CC=C1 WUOIAOOSKMHJOV-UHFFFAOYSA-N 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- CUXQLKLUPGTTKL-UHFFFAOYSA-M microcosmic salt Chemical compound [NH4+].[Na+].OP([O-])([O-])=O CUXQLKLUPGTTKL-UHFFFAOYSA-M 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- ZLLNYWQSSYUXJM-UHFFFAOYSA-N phenol tetraphenylphosphanium Chemical compound C1(=CC=CC=C1)O.C1(=CC=CC=C1)[P+](C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1 ZLLNYWQSSYUXJM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 229920000638 styrene acrylonitrile Polymers 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 2
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- BGGGMYCMZTXZBY-UHFFFAOYSA-N (3-hydroxyphenyl) phosphono hydrogen phosphate Chemical compound OC1=CC=CC(OP(O)(=O)OP(O)(O)=O)=C1 BGGGMYCMZTXZBY-UHFFFAOYSA-N 0.000 description 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical class CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- 125000005919 1,2,2-trimethylpropyl group Chemical group 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- OTEKOJQFKOIXMU-UHFFFAOYSA-N 1,4-bis(trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=C(C(Cl)(Cl)Cl)C=C1 OTEKOJQFKOIXMU-UHFFFAOYSA-N 0.000 description 1
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- CVSXFBFIOUYODT-UHFFFAOYSA-N 178671-58-4 Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)=C(C#N)C(=O)OCC(COC(=O)C(C#N)=C(C=1C=CC=CC=1)C=1C=CC=CC=1)(COC(=O)C(C#N)=C(C=1C=CC=CC=1)C=1C=CC=CC=1)COC(=O)C(C#N)=C(C=1C=CC=CC=1)C1=CC=CC=C1 CVSXFBFIOUYODT-UHFFFAOYSA-N 0.000 description 1
- CJWNFAKWHDOUKL-UHFFFAOYSA-N 2-(2-phenylpropan-2-yl)phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=CC=C1 CJWNFAKWHDOUKL-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- LEVFXWNQQSSNAC-UHFFFAOYSA-N 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexoxyphenol Chemical compound OC1=CC(OCCCCCC)=CC=C1C1=NC(C=2C=CC=CC=2)=NC(C=2C=CC=CC=2)=N1 LEVFXWNQQSSNAC-UHFFFAOYSA-N 0.000 description 1
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- 238000010189 synthetic method Methods 0.000 description 1
- QAZYGHLQQPTQAX-UHFFFAOYSA-N tert-butyl 2-hydroxybenzoate Chemical compound CC(C)(C)OC(=O)C1=CC=CC=C1O QAZYGHLQQPTQAX-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XVHQFGPOVXTXPD-UHFFFAOYSA-M tetraphenylphosphanium;hydroxide Chemical compound [OH-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XVHQFGPOVXTXPD-UHFFFAOYSA-M 0.000 description 1
- WAGFXJQAIZNSEQ-UHFFFAOYSA-M tetraphenylphosphonium chloride Chemical group [Cl-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 WAGFXJQAIZNSEQ-UHFFFAOYSA-M 0.000 description 1
- 238000009757 thermoplastic moulding Methods 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 229960002415 trichloroethylene Drugs 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- FSLSJTZWDATVTK-UHFFFAOYSA-N tris(6-methylheptyl) phosphate Chemical compound CC(C)CCCCCOP(=O)(OCCCCCC(C)C)OCCCCCC(C)C FSLSJTZWDATVTK-UHFFFAOYSA-N 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/22—General preparatory processes using carbonyl halides
- C08G64/24—General preparatory processes using carbonyl halides and phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010014726.5 | 2010-04-13 | ||
| DE102010014726A DE102010014726A1 (de) | 2010-04-13 | 2010-04-13 | Polycarbonatzusammensetzungen mit verbesserten optischen und thermischen Eigenschaften |
| PCT/EP2011/055479 WO2011128254A1 (de) | 2010-04-13 | 2011-04-08 | Polycarbonatzusammensetzungen mit verbesserten optischen und thermischen eigenschaften |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102971360A CN102971360A (zh) | 2013-03-13 |
| CN102971360B true CN102971360B (zh) | 2016-05-11 |
Family
ID=44201054
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180029108.8A Expired - Fee Related CN102971360B (zh) | 2010-04-13 | 2011-04-08 | 具有改进的光学和热性能的聚碳酸酯组合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US9868817B2 (de) |
| EP (1) | EP2558515B1 (de) |
| JP (1) | JP2013523983A (de) |
| KR (2) | KR102129189B1 (de) |
| CN (1) | CN102971360B (de) |
| AU (1) | AU2011240106A1 (de) |
| BR (1) | BR112012026083A2 (de) |
| DE (1) | DE102010014726A1 (de) |
| ES (1) | ES2544552T3 (de) |
| RU (1) | RU2012147905A (de) |
| SG (1) | SG184436A1 (de) |
| TW (1) | TWI605073B (de) |
| WO (1) | WO2011128254A1 (de) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010014726A1 (de) * | 2010-04-13 | 2011-10-13 | Bayer Materialscience Ag | Polycarbonatzusammensetzungen mit verbesserten optischen und thermischen Eigenschaften |
| WO2016087295A1 (de) | 2014-12-01 | 2016-06-09 | Covestro Deutschland Ag | Verbesserung der fliessfähigkeit von polycarbonatzusammensetzungen |
| KR20170089913A (ko) * | 2014-12-01 | 2017-08-04 | 코베스트로 도이칠란트 아게 | 디글리세롤에스테르를 함유하는, 개선된 레올로지 및 광학 특성을 갖는 코폴리카르보네이트 조성물 |
| KR20170091675A (ko) * | 2014-12-04 | 2017-08-09 | 코베스트로 도이칠란트 아게 | Pe-왁스를 함유하는, 개선된 가공 거동을 갖는 코폴리카르보네이트 조성물 |
| KR20170091128A (ko) | 2014-12-04 | 2017-08-08 | 코베스트로 도이칠란트 아게 | 폴리에틸렌 왁스를 함유하는 폴리카르보네이트 조성물 |
| KR102366959B1 (ko) * | 2016-05-24 | 2022-02-25 | 코베스트로 도이칠란트 아게 | 충전제, 카르복실산 및 그의 글리세롤 또는 디글리세롤 에스테르를 함유하는 폴리카르보네이트 조성물 |
| US11174347B2 (en) | 2017-11-01 | 2021-11-16 | Shpp Global Technologies B.V. | Phthalimidine copolycarbonate optical articles, articles formed therefrom, and methods of manufacture |
| EP3660074B1 (de) | 2018-11-30 | 2021-05-26 | SHPP Global Technologies B.V. | Schwefelstabilisierte copolycarbonate und daraus hergestellte artikel |
| EP3660075B1 (de) | 2018-11-30 | 2022-06-08 | SHPP Global Technologies B.V. | Endständige polycarbonate, verfahren zur herstellung und daraus hergestellte artikel |
| CN113480721B (zh) * | 2021-08-09 | 2022-11-08 | 万华化学集团股份有限公司 | 具有改进性能的共聚碳酸脂的制备方法、共聚碳酸脂及其应用 |
| CN114058002B (zh) * | 2021-12-03 | 2023-05-26 | 万华化学集团股份有限公司 | 具有改进耐热降解性能的共聚碳酸酯的制备方法、共聚碳酸酯及其应用 |
| CN115678239A (zh) * | 2022-11-08 | 2023-02-03 | 万华化学集团股份有限公司 | 一种聚碳酸酯组合物的制备方法、聚碳酸酯组合物及其应用 |
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|---|---|---|---|---|
| CN1091142A (zh) * | 1988-08-12 | 1994-08-24 | 拜尔公司 | 聚碳酸酯薄膜 |
| EP0770589A3 (de) * | 1995-10-24 | 1997-07-30 | Bayer Ag | Verfahren zur Herstellung von Bisphenolen unter Verwendung neuer Cokatalysatoren |
| US6673975B1 (en) * | 2000-09-11 | 2004-01-06 | Honshu Chemical Industry Co., Ltd. | Method for producing 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane |
| JP2006028391A (ja) * | 2004-07-20 | 2006-02-02 | Teijin Chem Ltd | 芳香族ポリカーボネート樹脂 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL152889B (nl) | 1967-03-10 | 1977-04-15 | Gen Electric | Werkwijze ter bereiding van een lineair polycarbonaatcopolymeer, alsmede orienteerbare textielvezel van dit copolymeer. |
| NO170326C (no) | 1988-08-12 | 1992-10-07 | Bayer Ag | Dihydroksydifenylcykloalkaner |
| US4904717A (en) | 1989-02-22 | 1990-02-27 | The Dow Chemical Company | Aliphatic thio additive for polycarbonate |
| DE3918406A1 (de) * | 1989-06-06 | 1990-12-13 | Bayer Ag | Verwendung von polycarbonatmischungen in der optik |
| DE3919043A1 (de) * | 1989-06-10 | 1990-12-13 | Bayer Ag | Polycarbonat-formmassen |
| DE4445786A1 (de) | 1994-12-21 | 1996-06-27 | Bayer Ag | Arylphosphin-haltige Polycarbonate |
| JP3525963B2 (ja) * | 1995-07-11 | 2004-05-10 | 三菱瓦斯化学株式会社 | 光記録媒体用成形材料 |
| DE19604990A1 (de) | 1996-02-12 | 1997-08-14 | Bayer Ag | Stabilisatormischungen und ihre Verwendung in Polycarbonaten |
| MY119540A (en) | 1998-04-24 | 2005-06-30 | Ciba Spacialty Chemicals Holding Inc | Increasing the molecular weight of polyesters |
| JP2000163806A (ja) * | 1998-11-27 | 2000-06-16 | Teijin Chem Ltd | 光学用ポリカーボネート樹脂成形材料および光ディスク基板 |
| JP2000219735A (ja) * | 1999-02-02 | 2000-08-08 | Mitsubishi Chemicals Corp | 芳香族ポリカーボネート |
| JP3519631B2 (ja) * | 1999-02-26 | 2004-04-19 | 帝人化成株式会社 | ポリカーボネート樹脂及びその製造方法 |
| DE19952851A1 (de) | 1999-11-03 | 2001-05-10 | Bayer Ag | Polycarbonat-Substrate |
| CN1277127C (zh) * | 2000-07-11 | 2006-09-27 | 帝人化成株式会社 | 塑料透镜 |
| JP2002161201A (ja) * | 2000-11-28 | 2002-06-04 | Ge Plastics Japan Ltd | 光学用ポリカーボネート樹脂組成物の製造方法および該方法で得られた光学用ポリカーボネート樹脂組成物 |
| JP2004217734A (ja) | 2003-01-10 | 2004-08-05 | Mitsubishi Engineering Plastics Corp | リサイクル安定性に優れたポリカーボネート樹脂組成物およびその成形品 |
| JP2005023124A (ja) | 2003-06-30 | 2005-01-27 | Teijin Chem Ltd | 芳香族ポリカーボネート樹脂 |
| JP2005060540A (ja) | 2003-08-13 | 2005-03-10 | Teijin Chem Ltd | ポリカーボネート共重合体 |
| JP4699011B2 (ja) | 2004-01-22 | 2011-06-08 | 本州化学工業株式会社 | １，１−ビス−（４−ヒドロキシフェニル）−３，３，５−トリメチルシクロヘキサンの製造方法 |
| DE102004005723A1 (de) * | 2004-02-05 | 2005-08-25 | Bayer Materialscience Ag | Herstellung von Bisphenol A mit verringertem Schwefelgehalt |
| JP5063873B2 (ja) | 2005-07-05 | 2012-10-31 | 出光興産株式会社 | 光拡散性ポリカーボネート系樹脂組成物、および同樹脂組成物を用いた光拡散板 |
| JP2008111047A (ja) | 2006-10-30 | 2008-05-15 | Mitsubishi Gas Chem Co Inc | ポリカーボネート樹脂の製造方法 |
| DE102010014726A1 (de) * | 2010-04-13 | 2011-10-13 | Bayer Materialscience Ag | Polycarbonatzusammensetzungen mit verbesserten optischen und thermischen Eigenschaften |
-
2010
- 2010-04-13 DE DE102010014726A patent/DE102010014726A1/de not_active Withdrawn
-
2011
- 2011-04-08 JP JP2013504204A patent/JP2013523983A/ja active Pending
- 2011-04-08 CN CN201180029108.8A patent/CN102971360B/zh not_active Expired - Fee Related
- 2011-04-08 WO PCT/EP2011/055479 patent/WO2011128254A1/de active Application Filing
- 2011-04-08 RU RU2012147905/04A patent/RU2012147905A/ru not_active Application Discontinuation
- 2011-04-08 SG SG2012073656A patent/SG184436A1/en unknown
- 2011-04-08 KR KR1020187009341A patent/KR102129189B1/ko active IP Right Grant
- 2011-04-08 US US13/640,985 patent/US9868817B2/en active Active
- 2011-04-08 KR KR1020127029583A patent/KR20130051936A/ko not_active Application Discontinuation
- 2011-04-08 EP EP11715190.2A patent/EP2558515B1/de not_active Revoked
- 2011-04-08 BR BR112012026083A patent/BR112012026083A2/pt not_active IP Right Cessation
- 2011-04-08 ES ES11715190.2T patent/ES2544552T3/es active Active
- 2011-04-08 AU AU2011240106A patent/AU2011240106A1/en not_active Abandoned
- 2011-04-12 TW TW100112543A patent/TWI605073B/zh not_active IP Right Cessation
-
2017
- 2017-12-07 US US15/834,607 patent/US10370489B2/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1091142A (zh) * | 1988-08-12 | 1994-08-24 | 拜尔公司 | 聚碳酸酯薄膜 |
| EP0770589A3 (de) * | 1995-10-24 | 1997-07-30 | Bayer Ag | Verfahren zur Herstellung von Bisphenolen unter Verwendung neuer Cokatalysatoren |
| US6673975B1 (en) * | 2000-09-11 | 2004-01-06 | Honshu Chemical Industry Co., Ltd. | Method for producing 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane |
| JP2006028391A (ja) * | 2004-07-20 | 2006-02-02 | Teijin Chem Ltd | 芳香族ポリカーボネート樹脂 |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI605073B (zh) | 2017-11-11 |
| KR20180037075A (ko) | 2018-04-10 |
| US10370489B2 (en) | 2019-08-06 |
| BR112012026083A2 (pt) | 2016-06-28 |
| AU2011240106A1 (en) | 2012-11-08 |
| KR102129189B1 (ko) | 2020-07-02 |
| EP2558515A1 (de) | 2013-02-20 |
| DE102010014726A1 (de) | 2011-10-13 |
| EP2558515B1 (de) | 2015-05-27 |
| JP2013523983A (ja) | 2013-06-17 |
| TW201211104A (en) | 2012-03-16 |
| WO2011128254A1 (de) | 2011-10-20 |
| SG184436A1 (en) | 2012-11-29 |
| US9868817B2 (en) | 2018-01-16 |
| ES2544552T3 (es) | 2015-09-01 |
| CN102971360A (zh) | 2013-03-13 |
| RU2012147905A (ru) | 2014-05-20 |
| US20130123423A1 (en) | 2013-05-16 |
| KR20130051936A (ko) | 2013-05-21 |
| US20180105643A1 (en) | 2018-04-19 |
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